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Dodecyl Methacrylate

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1 USDMF
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Chemistry

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Also known as: 142-90-5, Lauryl methacrylate, Dodecyl 2-methylacrylate, 2-propenoic acid, 2-methyl-, dodecyl ester, N-dodecyl methacrylate, Metazene

Molecular Formula

C₁₆H₃₀O₂

Molecular Weight

254.41 g/mol

InChI Key

GMSCBRSQMRDRCD-UHFFFAOYSA-N

FDA UNII

B6L83074BZ

1 2D Structure

Dodecyl Methacrylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

dodecyl 2-methylprop-2-enoate

2.1.2 InChI

InChI=1S/C16H30O2/c1-4-5-6-7-8-9-10-11-12-13-14-18-16(17)15(2)3/h2,4-14H2,1,3H3

2.1.3 InChI Key

GMSCBRSQMRDRCD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCCCCCCCCCOC(=O)C(=C)C

2.2 Other Identifiers

2.2.1 UNII

B6L83074BZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dma, Methacrylate

2. Lauryl Methacrylate

2.3.2 Depositor-Supplied Synonyms

1. 142-90-5

2. Lauryl Methacrylate

3. Dodecyl 2-methylacrylate

4. 2-propenoic Acid, 2-methyl-, Dodecyl Ester

5. N-dodecyl Methacrylate

6. Metazene

7. Dodecyl 2-methylprop-2-enoate

8. Dodecyl 2-methyl-2-propenoate

9. Methacrylic Acid, Dodecyl Ester

10. Sipomer Lma

11. Lama

12. Ageflex Fm 246

13. Methacrylic Acid, Lauryl Ester

14. Ge 410 (methacrylate)

15. Laurylester Kyseliny Methakrylove

16. Laurylmethacrylate

17. Nsc 5188

18. Ge 410

19. Sr 313

20. N-lauryl Methacrylate

21. Acrylic Acid, 2-methyl-, Dodecyl Ester

22. B6l83074bz

23. Nsc-5188

24. Dodecyl Methacrylate (stabilized With Mehq)

25. Dsstox_cid_7103

26. Dsstox_rid_78311

27. Dsstox_gsid_27103

28. Caswell No. 521

29. Dodecyl-2-methylacrylate

30. Cas-142-90-5

31. Hsdb 5417

32. Einecs 205-570-6

33. Epa Pesticide Chemical Code 053101

34. Brn 1708160

35. Laurylester Kyseliny Methakrylove [czech]

36. Unii-b6l83074bz

37. Ai3-08765

38. Ageflex Fm-12

39. 1-dodecyl Methacrylate

40. Methacrylic Acid Dodecyl

41. 2-methyl-2-propenoic Acid, Dodecyl Ester

42. 1-dodecanol Methacrylate

43. Ec 205-570-6

44. Dodecyl 2-methylacrylate #

45. Schembl14995

46. Wln: 12ovyu1

47. Methacrylic Acid Lauryl Ester

48. Methacrylic Acid Dodecyl Ester

49. Chembl1903701

50. Dtxsid4027103

51. Nsc5188

52. Lauryl Methacrylate [inci]

53. Tox21_201903

54. Tox21_303316

55. Mfcd00008972

56. Zinc38141474

57. N-dodecyl Methacrylate [hsdb]

58. Akos015903634

59. Cs-w012588

60. Methyl-2-propenoic Acid, Dodecyl Ester

61. Lauryl Methacrylate(5cp(25 Degrees C))

62. Ncgc00164408-01

63. Ncgc00164408-02

64. Ncgc00257059-01

65. Ncgc00259452-01

66. 170292-57-6

67. As-76599

68. Propenoic Acid, 2-methyl-, Dodecyl Ester

69. Db-042652

70. Dodecyl Ester Of 2-methyl-2-propenoic Acid

71. Ft-0625575

72. M0083

73. Dodecyl Methacrylate, (stabilized With Mehq)

74. Lauryl Methacrylate, Purum, >=95.0% (gc)

75. E75856

76. A807982

77. J-007716

78. Q3395664

79. Lauryl Methacrylate, Contains 500 Ppm Mehq As Inhibitor, 96%

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₃₀O₂
Molecular Weight	254.41 g/mol
XLogP3	7.2
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	13
Exact Mass	254.224580195 g/mol
Monoisotopic Mass	254.224580195 g/mol
Topological Polar Surface Area	26.3 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	221
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 Metabolism/Metabolites

Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid. The latter may form an acetyl-coenzyme A derivative, which then enters the normal lipid metabolism. /Methacrylates/

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 2298

Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase. They are also likely to be hydrolyzed via carboxylesterases. The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity. /Methacrylates/

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V6 600

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